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Catalytic Enantioselective Iodoetherification of Oximes
Author(s) -
Tripathi Chandra Bhushan,
Mukherjee Santanu
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201304173
Subject(s) - enantioselective synthesis , stereocenter , yield (engineering) , thiourea , catalysis , chemistry , organocatalysis , organic chemistry , combinatorial chemistry , computer science , materials science , metallurgy
Organocatalysis : The first catalytic enantioselective iodoetherification of oximes is developed using commercially available N ‐iodosuccinimide. In the presence of a dihydrocinchonidine‐derived thiourea (10 mol %), β,γ‐unsaturated oximes undergo facile iodoetherification to produce Δ 2 ‐isoxazolines containing a quaternary stereogenic center generally in high yield with good to excellent enantioselectivity.